177213-39-7

Upstream product

• 130858-15-0 ((2R,3S)-3-((tert-butyldimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate 
• 177213-26-2 (E)-1-((3-(benzyloxy)prop-1-en-1-yl)sulfonyl)-4-methylbenzene 

Downstream Products

• 250665-21-5 (2R,4aR,8aS)-2-Benzyloxymethyl-hexahydro-pyrano[3,2-b]pyran-3-one 
• 250665-19-1 (S)-4-Benzyloxy-3-bromo-1-((2R,3S)-3-hydroxy-tetrahydro-pyran-2-yl)-butan-2-one 
• 250665-17-9 (2R,3S)-2-[(2R,3R)-3-Benzyloxymethyl-2-(toluene-4-sulfonyl)-oxiranylmethyl]-tetrahydro-pyran-3-ol 

Relevant academic research and scientific papers

Synthesis of trans-fused tetrahydropyrans via intramolecular cyclization of α-bromo-γ'-hydroxy ketones

A practical method for the synthesis of trans-fused polytetrahydropyrans using racemic cis- and trans-epoxy sulfones was developed. Four diastereoisomers, obtained by the reaction of an optically active triflate and the oxiranyl anions generated from racemic cis- and trans-epoxy sulfones, were transformed into α-bromo-γ'-hydroxy ketones, and the DBU-induced intramolecular cyclization gave tetrahydropyranones.